Thomas J. Boltje
Radboud University Nijmegen
GlycoproteinGlycoconjugateGlycosidic bondReactivity (chemistry)StereoselectivityChemistryGlycanGlycosylationOligosaccharideSIGLECSialyltransferaseN-Acetylneuraminic acidSialic acidGlycosylBiosynthesisBiochemistryMetabolismStereochemistryBiologyImmune systemBioorthogonal chemistryCell biology
54Publications
17H-index
1,452Citations
Publications 52
Newest
#1Eline A. Visser (Radboud University Nijmegen)H-Index: 2
#2Sam J. Moons (Radboud University Nijmegen)H-Index: 6
Last. Christian Büll (UCPH: University of Copenhagen)H-Index: 16
view all 0 authors...
Abstract null null Sialic acids are nine-carbon sugars that frequently cap glycans at the cell surface in cells of vertebrates as well as cells of certain types of invertebrates and bacteria. The 9-carbon backbone of sialic acids can undergo extensive enzymatic modification in nature and O-acetylation at the C-4/7/8/9 position in particular is widely observed. In recent years, the detection and analysis of O-acetylated sialic acids has advanced, and sialic acid-specific O-acetyltransferases (SOA...
1 CitationsSource
#1U. Engelke (Erasmus University Medical Center)H-Index: 3
#2Rianne E. van Outersterp (Erasmus University Medical Center)
Last. Hilal H Al-Shekaili (UBC: University of British Columbia)H-Index: 2
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Pyridoxine-dependent epilepsy (PDE-ALDH7A1), also known as antiquitin deficiency, is an inborn error of lysine metabolism that presents with refractory epilepsy in newborns. Bi-allelic ALDH7A1 variants lead to deficiency of α-aminoadipic semialdehyde dehydrogenase, resulting in accumulation of piperideine-6-carboxylate (P6C), and secondary deficiency of the important co-factor pyridoxal-5'-phosphate (PLP, active vitamin B6) through its complexation with P6C. Vitamin B6 supplementation resolves e...
Source
#1Sam J. Moons (Radboud University Nijmegen)H-Index: 6
#2Emiel Rossing (Radboud University Nijmegen)H-Index: 2
Last. Thomas J. Boltje (Radboud University Nijmegen)H-Index: 17
view all 9 authors...
Bacterial pathogens such as Nontypeable Haemophilus influenzae (NTHi) can evade the immune system by taking up and presenting host-derived sialic acids. Herein, we report a detailed structure-activity relationship of sialic acid-based inhibitors that prevent the transfer of host sialic acids to NTHi. We report the synthesis and biological evaluation of C-5, C-8, and C-9 derivatives of the parent compound 3-fluorosialic acid (SiaNFAc). Small modifications are tolerated at the C-5 and C-9 position...
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#1Christian Büll (UCPH: University of Copenhagen)H-Index: 16
#2Rebecca Nason (UCPH: University of Copenhagen)H-Index: 3
Last. Yoshiki Narimatsu (UCPH: University of Copenhagen)H-Index: 22
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Siglecs are a family of sialic acid-binding receptors expressed by cells of the immune system and a few other cell types capable of modulating immune cell functions upon recognition of sialoglycan ligands. While human Siglecs primarily bind to sialic acid residues on diverse types of glycoproteins and glycolipids that constitute the sialome, their fine binding specificities for elaborated complex glycan structures and the contribution of the glycoconjugate and protein context for recognition of ...
1 CitationsSource
#3Jona MerxH-Index: 1
Last. Jos OomensH-Index: 63
view all 15 authors...
Source
#1Rianne E. van Outersterp (Radboud University Nijmegen)H-Index: 4
#2Sam J. Moons (Radboud University Nijmegen)H-Index: 6
Last. Jonathan Martens (Radboud University Nijmegen)H-Index: 20
view all 17 authors...
The identification of disease biomarkers plays a crucial role in developing diagnostic strategies for inborn errors of metabolism and understanding their pathophysiology. A primary metabolite that accumulates in the inborn error phenylketonuria is phenylalanine, however its levels do not always directly correlate with clinical outcomes. Here we combine infrared ion spectroscopy and NMR spectroscopy to identify the Phe-glucose Amadori rearrangement product as a biomarker for phenylketonuria. Addi...
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#1Johan F. A. Pijnenborg (Radboud University Nijmegen)H-Index: 2
#2Eline A. Visser (Radboud University Nijmegen)H-Index: 2
Last. Thomas J. Boltje (Radboud University Nijmegen)H-Index: 17
view all 8 authors...
Fucosylation of glycans impacts a myriad of physiological and pathological processes. Inhibition of fucose expression emerges as a potential therapeutic avenue for example in cancer, inflammation, and infection. In this study, we found that protected 2-fluorofucose 1-phosphate efficiently inhibits cellular fucosylation with a four to seven times higher potency than known inhibitor 2FF, independently of the anomeric stereochemistry. Nucleotide sugar analysis revealed that both the α- and β-GDP-2F...
1 CitationsSource
#1Udo F. H. Engelke (Radboud University Nijmegen)H-Index: 34
#1U. Engelke (Radboud University Nijmegen)H-Index: 3
Last. Karlien L.M. Coene (Radboud University Nijmegen)H-Index: 12
view all 31 authors...
Pyridoxine-dependent epilepsy (PDE-ALDH7A1), also known as antiquitin deficiency, is an inborn error of lysine metabolism that presents with refractory epilepsy in newborns. Bi-allelic ALDH7A1 variants lead to deficiency of α-aminoadipic semialdehyde dehydrogenase, resulting in accumulation of piperideine-6-carboxylate (P6C), and secondary deficiency of the important co-factor pyridoxal-5-phosphate (PLP, active vitamin B6) through its complexation with P6C. Vitamin B6 supplementation resolves ep...
Source
#1Victor R. L. J. Bloemendal (Radboud University Nijmegen)H-Index: 4
#2Bram Spierenburg (Radboud University Nijmegen)H-Index: 4
Last. Floris P. J. T. Rutjes (Radboud University Nijmegen)H-Index: 64
view all 5 authors...
Continuous flow chemistry holds great potential for the production of biologically relevant molecules. Herein, we present an approach for the continuous synthesis of cannabidiol and tetrahydrocannabinol in a one-flow system. The designed route consists of a reaction cascade involving Friedel-Crafts alkylation, subsequent ring opening and cyclisation in up to 45% yield. The reactions were successfully performed using both hetero- and homogeneous Lewis acids in continuous flow and provide yields t...
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#1Abbas H. K. Al Temimi (Radboud University Nijmegen)H-Index: 7
#2Jona Merx (Radboud University Nijmegen)H-Index: 1
Last. Jasmin Mecinović (Radboud University Nijmegen)H-Index: 24
view all 9 authors...
Histone lysine methyltransferases (KMTs) play an important role in epigenetic gene regulation and have emerged as promising targets for drug discovery. However, the scope and limitation of KMT catalysis on substrates possessing substituted lysine side chains remain insufficiently explored. Here, we identify new unnatural lysine analogues as substrates for human methyltransferases SETD7, SETD8, G9a and GLP. Two synthetic amino acids that possess a subtle modification on the lysine side chain, nam...
1 CitationsSource